Membrane-permeant esters of inositol polyphosphates, chemical syntheses and biological applications

Wenhong Li, Carsten Schultz, Juan Llopis, Roger Y. Tsien

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

Membrane-permeant derivatives of inositol polyphosphates are useful tools for biological studies. Racemic 2,3,6-tri-O-butyryl-myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester(Bt3IP3/AM), myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester (IP3/AM), hexakis(propionyloxymethyl) ester (IP3/PM) and hexakis(butyryloxymethyl) ester (IP3/BM) were therefore synthesized. Whereas extracellular application of up to 200 μM of Bt3IP3/AM or IP3/AM to 1321N1 astrocytoma cells failed to mobilize internal calcium, IP3/PM and IP3/BM released internal calcium at concentrations as low os 20 μM and 2 μM, respectively.

Original languageEnglish (US)
Pages (from-to)12017-12040
Number of pages24
JournalTetrahedron
Volume53
Issue number35
DOIs
StatePublished - Sep 1997
Externally publishedYes

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Polyphosphates
Inositol
Esters
Membranes
Inositol 1,4,5-Trisphosphate
Calcium
Astrocytoma
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Membrane-permeant esters of inositol polyphosphates, chemical syntheses and biological applications. / Li, Wenhong; Schultz, Carsten; Llopis, Juan; Tsien, Roger Y.

In: Tetrahedron, Vol. 53, No. 35, 09.1997, p. 12017-12040.

Research output: Contribution to journalArticle

Li, Wenhong ; Schultz, Carsten ; Llopis, Juan ; Tsien, Roger Y. / Membrane-permeant esters of inositol polyphosphates, chemical syntheses and biological applications. In: Tetrahedron. 1997 ; Vol. 53, No. 35. pp. 12017-12040.
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